4.5 Article

Stereoselective synthesis of N-galactofuranosyl amides

Journal

CARBOHYDRATE RESEARCH
Volume 346, Issue 4, Pages 465-471

Publisher

ELSEVIER SCI LTD
DOI: 10.1016/j.carres.2010.12.020

Keywords

Glycosyl amides; Glycosyl azides; Glycomimetics; Neoglycoconjugates; Staudinger ligation; Stereoselective synthesis

Funding

  1. Universita' degli Studi di Milano [PUR2008]
  2. Comune di Milano [Convenzione 55/2008]

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alpha- or beta-Galactofuranosyl (Gall) amides can be synthesized with high stereoselectivity by traceless Staudinger ligation starting from unprotected beta-galactofuranosyl azide or tetra-O-acetyl-beta-galactofuranosyl azide, respectively. The resulting Galf amides are hitherto unknown molecules, with interesting potential as inhibitors of mycobacterial growth. (C) 2011 Elsevier Ltd. All rights reserved.

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